Separating agent for chromatography and process for producing the same

Abstract

A separating agent for chromatography which comprises a polysaccharide derivative having a structure in which part of the hydroxy groups present in the polysaccharide which have been crosslinked to each other through crosslinking molecules and the hydroxy groups present in the polysaccharide which have not been crosslinked have been modified with modifying molecules. The polysaccharide derivative is not in the state of being carried on a carrier, and has been formed into, e.g., beads. The separating agent is less likely to dissolve in elution solvent and enables a large amount of a compound to be optically resolved at a time. It can withstand a high pressure.

1 . A separating agent for chromatography using a polysaccharide derivative derived from a polysaccharide, wherein: 
 the polysaccharide derivative has a structure in which part of hydroxyl groups present in the polysaccharide are crosslinked one another through a crosslinking molecule and non-crosslinked hydroxyl groups present in the polysaccharide are each modified with a modifying molecule; and    the polysaccharide derivative is not carried on a carrier.    
   
   
       2 . The separating agent for chromatography according to  claim 1 , wherein the polysaccharide is cellulose.  
   
   
       3 . The separating agent for chromatography according to  claim 1 , wherein the polysaccharide is amylose.  
   
   
       4 . The separating agent for chromatography according to any one of  claims 1  to  3 , wherein the crosslinking through a crosslinking molecule is performed between a hydroxyl group at 6-position of a pyranose ring or furanose ring and a hydroxyl group at 6-position of another pyranose ring or furanose ring.  
   
   
       5 . The separating agent for chromatography according to  claim 1  wherein the crosslinking molecule is a compound having a plurality of isocyanate groups in a molecule.  
   
   
       6 . The separating agent for chromatography according to  claim 1  wherein the modifying molecule is a compound having one isocyanate group in a molecule.  
   
   
       7 . The separating agent for chromatography according to  claim 1  which is formed into a form of beads.  
   
   
       8 . The separating agent for chromatography according to  claim 1  which has pores.  
   
   
       9 . A process for producing a separating agent for chromatography, comprising the steps of: 
 introducing protective groups into part of hydroxyl groups present in a polysaccharide;    modifying with a modifying molecule each of hydroxyl groups remained in the polysaccharide having the protective groups introduced;    releasing the introduced protective groups to recover the hydroxyl groups; and    crosslinking the recovered hydroxyl groups to one another through a crosslinking molecule.    
   
   
       10 . The process for producing a separating agent for chromatography according to  claim 9 , further comprising the steps of: 
 dissolving in a solvent a recovered polysaccharide derivative obtained by recovering the hydroxyl groups in the release step;    dispersing a porogen in an obtained solution of recovered polysaccharide derivative;    maintaining in a desired form the solution of recovered polysaccharide derivative having the porogen dispersed and removing the solvent to form the recovered polysaccharide derivative in a desired form; and    washing the formed recovered polysaccharide derivative with a washing solvent capable of dissolving the porogen.    
   
   
       11 . The process for producing a separating agent for chromatography according to  claim 9 , wherein the crosslinking step comprises the steps of: 
 forming a recovered polysaccharide derivative in a form of beads by dissolving in a solvent the recovered polysaccharide derivative obtained by recovering the hydroxyl groups in the modification step to form a solution of recovered polysaccharide derivative, by dropping the solution of recovered polysaccharide derivative into a solution of surfactant, and by stirring the whole; and    crosslinking the recovered polysaccharide derivative in a form of beads through a crosslinking molecule to form a separating agent for chromatography in a form of beads.    
   
   
       12 . The process for producing a separating agent for chromatography according to  claim 11 , further comprising the steps of: 
 dispersing a porogen in the solution of recovered polysaccharide derivative in the beads formation step; and    washing the formed recovered polysaccharide derivative in a form of beads with a washing solvent capable of dissolving the porogen.    
   
   
       13 . A process for producing a separating agent for chromatography, comprising the steps of: 
 crosslinking part of hydroxyl groups present in the polysaccharide to one another through a crosslinking molecule; and    modifying with a modifying molecule each of hydroxyl groups remained in the polysaccharide crosslinked through the crosslinking molecule.    
   
   
       14 . The process for producing a separating agent for chromatography according to  claim 13 , wherein the polysaccharide crosslinked through the crosslinking molecule in the crosslinking step is formed into a form of beads.